Chemistry of Heterocyclic Compounds

, Volume 27, Issue 2, pp 135–139 | Cite as

Use of two-dimensional spectroscopy for the determination of the stereochemical structure of 3-carbethoxy-2-methyl-7a-(4-carbethoxy-5-methyl-2-furyl)-3a,4,5,6,7,7a-hexahydrobenzofuran

  • V. A. Chertkov
  • G. G. Melikyan
  • A. B. Sargsyan
  • Sh. O. Badanyan


Homo- and heteronuclear two-dimensional correlation spectra, as well as J-resolved spectra with selective excitation, were used to analyze in detail the stereochemical structure of 3-carbethoxy-2-methyl-7a-(4-carbethoxy-5-methyl-2-furyl)-3a,4,5,6,7,7a-hexahydrobenzofuran, obtained by the reaction of cyclohexenyl-acetylene with acetoacetic ester in the presence of a manganese(III) salt. It was shown that the use of the long-range 13C-1H coupling constants is a very effective method for the determination of the conformation of the molecule. The stereochemical aspects of the reaction of cyclohexenylacetylene with acetoacetic ester is discussed.


Spectroscopy Ester Manganese Organic Chemistry Correlation Spectrum 
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Copyright information

© Plenum Publishing Corporation 1991

Authors and Affiliations

  • V. A. Chertkov
    • 1
    • 2
  • G. G. Melikyan
    • 1
    • 2
  • A. B. Sargsyan
    • 1
    • 2
  • Sh. O. Badanyan
    • 1
    • 2
  1. 1.M. V. Lomonosov Moscow State UniversityUSSR
  2. 2.Institute of Organic ChemistryAcademy of Sciences of the Armenian SSRErevan

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